As of 2017, his total live tournament winnings exceed $21,750,000.[7] He is ranked twelfth on the all-time money list.[8] Hellmuth is known for usually taking his seat at poker tournaments long after they begin.[9]

In the 1988 World Series of Poker Hellmuth had his first in the money finish at the $1,500 Seven Card Stud Split which was the 6th event. In the 1988 WSOP he came 33rd after being eliminated by eventual champion Johnny Chan.[10]

In 1989, the 24-year-old Hellmuth became the youngest player to win the Main Event of the WSOP by defeating the two-time defending champion Johnny Chan in heads up play; Hellmuth's record was broken by Peter Eastgate (22) in 2008. Hellmuth holds the records for most WSOP cashes (108)[11] and most WSOP final tables (52), overtaking T. J. Cloutier.

Thirteen of Hellmuth's fifteen bracelets have been in Texas hold'em, though he has had quite a bit of success in non-hold'em events. As of the start of the 2015 World Series, 22 of his 52 final tables are for a variety of games, including 2-7 Lowball, Seven Card Stud Hi-Lo, Seven Card Razz, and Omaha hold'em (Pot Limit, Limit, and Hi-Lo), as well as mixed games like H.O.R.S.E and the $50,000 Poker Player's Championship; his first-ever WSOP final table (and first-ever WSOP cash) was in Seven Card Stud Hi-Lo in 1988, and his second-ever WSOP final table (and third-ever WSOP cash) was in Pot Limit Omaha hold'em w/Rebuys in 1989. (His third-ever WSOP final table (and fifth-ever WSOP cash) was his Main Event victory in 1989.) Of those 22 events, Hellmuth has finished runner-up six times.[1]

At the 1993 World Series of Poker, Hellmuth became the second player in WSOP history to win three bracelets in one WSOP. (Walter "Puggy" Pearson was the first to do so in 1973; one of those bracelets was for winning the Main Event.) Hellmuth's three victories came in three consecutive days; incredibly, Ted Forrest also won three bracelets in three consecutive days at the 1993 WSOP to become the third player in WSOP history to win three bracelets in one WSOP.

At the 2006 World Series of Poker, Hellmuth captured his 10th World Series of Poker bracelet in the $1,000 No Limit Hold'em with rebuys event.[14] At the time, it tied him with Doyle Brunson and Johnny Chan for most bracelets. At the 2007 World Series of Poker, Hellmuth won his record-breaking 11th bracelet in the $1,500 No Limit Hold'em Event.[15]

At the 2008 WSOP Main Event, Hellmuth verbally abused another player and received a one-round penalty.[18] After a private meeting with WSOP Commissioner Jeffrey Pollack the penalty was overruled[19] and Hellmuth finished the tournament in 45th place.[20]

In the 2011 World Series of Poker, Phil finished second in three tournaments, in the 2-7 Draw Lowball Championship, the Seven Card Stud Hi-Low Split-8 or Better Championship, and The Poker Player's Championship eight-game mix.

On June 11, 2012, Hellmuth won his 12th World Series of Poker bracelet in the $2,500 Seven-Card Razz event, defeating Don Zewin and earning $182,793. Zewin had finished third to Chan and Hellmuth when Hellmuth won his first bracelet in 1989. This is the first bracelet Hellmuth has won in a non-hold'em event, and made him the first player to win at least one bracelet in each of the last four decades, and only the third player in WSOP history to win a bracelet in four different decades (Jay Heimowitz won 6 bracelets, spanning the 1970s through the 2000s, and Billy Baxter won 7 bracelets, also spanning the 1970s through the 2000s). Hellmuth also collected $2,645,333 for his fourth-place finish in the $1,000,000 buy-in "Big One for One Drop" tournament, by far the largest single tournament cash of his career.

On October 4, 2012, Hellmuth won his 13th World Series of Poker bracelet in the €10,450 WSOPE No Limit Hold'em Main Event, earning €1,022,376 ($1,333,841) and becoming the first player to ever win both the WSOP and WSOPE Main Events.[4] This win also made Hellmuth the first player in WSOP history to win multiple bracelets in three different years (1993 (3), 2003 (2), and 2012 (2)). Also, Hellmuth finished runner-up in the WSOP Player of the Year race for a record third time (2006, 2011, and 2012).

On June 8, 2015, Hellmuth won his 14th World Series of Poker bracelet in the $10,000 Seven-Card Razz event, earning $271,105.[21]

On July 11, 2018, Hellmuth won his 15th World Series of Poker bracelet in the $5,000 No-Limit Hold'em event, earning $485,082.[22]

Hellmuth has cashed 14 times and made five final tables on the World Poker Tour. He finished in fourth place in the $3,000 No Limit Hold'em WPT Event at the 49'er Gold Rush Bonanza in 2002, in third place in the $10,000 No Limit Hold'em Event at the World Poker Finals at Foxwoods in 2003, in sixth place at the 2008 L.A. Poker Classic, in third place at the Bay 101 Shooting Star event in 2010, and second place in 2017 at the Bicycle Casino. In 2010 he also was the TV bubble boy finishing seventh at the $25,000 WPT World Championship.[7] As of 2017, Hellmuth had won $1,456,065 in WPT tournaments.[2]

Hellmuth makes regular appearances on episodes of Poker After Dark, both as a player and as a drop-in commentator. Hellmuth won his first Poker After Dark tournament in the first episode of the third season, winning $120,000. Hellmuth returned two weeks later and claimed his second Poker After Dark title, winning another $120,000.[7] Hellmuth is the Season 3 champion of Late Night Poker.[23]

In 2000, he won the Poker EM 7-Card Stud Main Event in Austria, billed the largest 7-Card Stud tournament in the world.[citation needed] Phil defeated 437 other players to win $106,250. In 2005, Hellmuth won the first National Heads-Up Poker Championship.[24] He defeated Men Nguyen, Paul Phillips, Huck Seed, Lyle Berman and Antonio Esfandiari on the way to the final against Chris Ferguson whom he defeated in two out of three games. While trying to repeat in 2006, he lost in the first round to Chip Reese.[25] In 2007, Hellmuth did not play due to the PartyPoker.com Premier League Poker, a British tournament in which he took part. He won four out of his six group matches and eventually finished third in the finals. Hellmuth took part in the 2008 National Heads-Up Poker Championship,[26] losing in the first round to Tom Dwan. In 2013, Hellmuth finished in second place, losing to Mike Matusow in the final round and earning $300,000.[citation needed]

Hellmuth has made several instructional poker videos, including his Ultimate White To Black Belt Course and Phil Hellmuth's Million Dollar Poker System. He has written for Cardplayer magazine and authored several poker books including Play Poker like the Pros,Bad Beats and Lucky Draws,The Greatest Poker Hands ever Played, and Poker Brat. In May 2004 Hellmuth partnered with Oasys Mobile to create a mobile app called Texas Hold'em by Phil Hellmuth.[29] In spring 2006, Hellmuth replaced Phil Gordon as commentator on Bravo's Celebrity Poker Showdown.[30] Hellmuth was a poker coach on Fox Sports Network’s Best Damn Poker Show.[31]

In 2009, Hellmuth's publishing company, Phil's House Publishing, published the Stephen John and Marvin Karlins book Deal Me In: 20 Of The World's Top Poker Players Share The Heartbreaking and Inspiring Stories of How They Turned Pro.[32]

Hellmuth is known for his "Poker Brat" personality, especially after taking bad beats. In the first week of Poker After Dark on NBC, Hellmuth asked fellow pros Shawn Sheikhan, Steve Zolotow, Gus Hansen and Huck Seed to stop talking while it was his turn to act on his hand after Annie Duke raised him. They initially complied, but when Hellmuth began to talk, he was mocked by Seed, who said, "please be quiet so I can talk," eliciting laughter from the other players. Hellmuth then threatened never to play on the show again and walked off the set. After the show's producers intervened, Hellmuth returned and was eliminated a few hands later by Sheikhan.[33] Duke remained quiet while the drama played out, though in a later interview, she described Hellmuth's behavior as "one of the biggest overreactions I have ever seen."[34]

On Day 5 of the 2008 WSOP, Hellmuth folded A♠K♥ to Cristian Dragomir's bet on a flop of 9♣10♣7♠. Asked by the table to show his hand, Dragomir revealed that he had called Hellmuth's pre-flop re-raise with 10♦4♦, a much weaker hand. Hellmuth proceeded to call Dragomir an "idiot," among other insults, and was eventually issued a warning by the floorperson for continued berating of another player. Other players including his friend Mike Matusow advised him to stop. Nonetheless, he continued to verbally abuse Dragomir until receiving a one-round penalty. The penalty was to be carried out at the beginning of play the next day.[35] After Hellmuth had a private meeting with WSOP Commissioner Jeffrey Pollack, Pollack overruled the floorperson's penalty.[19]